(S)-tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate

Name: (S)-tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate
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CAS No. 940890-90-4
Cat. No. CS-M2448
Purity≥98%
MDL No.MFCD09953027

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FedEx Limited Quantities Ground	$0.00
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(S)-tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate|CS-M2448

Structure of 940890-90-4

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General Information

CAS No. 940890-90-4
Cat. No. CS-M2448
Purity ≥98%
MDL No. MFCD09953027
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₅S
Molecular Weight 279.35
Synonym(s) Tert-butyl (3S)-3-methylsulfonyloxypiperidine-1-carboxylate
SMILES O=C(N1C[C@@H](OS(=O)(C)=O)CCC1)OC(C)(C)C

Description

(S)-tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate is a bench-stable, moisture-tolerant chiral building block featuring a piperidine core with a strategically positioned methylsulfonyloxy leaving group. This configuration enables efficient late-stage functionalization in asymmetric synthesis, particularly in palladium-catalyzed cross-coupling reactions where controlled reactivity and stereochemical integrity are paramount.

Application

(S)-tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate serves as a versatile chiral building block for asymmetric synthesis, enabling efficient introduction of piperidine scaffolds via nucleophilic displacement. The methylsulfonyloxy group provides excellent leaving group capability under mild conditions, facilitating C–N and C–C bond formations with high stereoretention. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for medicinal chemistry campaigns requiring stereocontrolled heterocycle construction.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 72.91
LogP 1.3621
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Sulfonate

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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(S)-tert-Butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate

CAS No. 940890-90-4

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